hyphen with prefixes

When a prefix takes a hyphen.

Most prefixes join the word with no hyphen: reenter, prewar, nonprofit. Use a hyphen in three cases. The first is when a prefix ending in a or i meets a word that begins with the same letter, as in anti-inflammatory and intra-arterial. The second is when the closed form would read as a different word, as in re-sign (sign again) vs. resign (quit). The third is before a capitalized word, as in pre-Columbian and mid-July. In a title, capitalize the prefix but not the word after the hyphen, unless that word is a proper noun.

Examples

UsePlease reenter your password. (a doubled e takes no hyphen)

UseThe doctor prescribed an anti-inflammatory. (a doubled i takes a hyphen)

UseShe will re-sign the contract in May. (resign would mean quit)

UseThe museum displays pre-Columbian pottery. (the prefix comes before a capitalized word)

AvoidRe-Sign the Lease (in a title, the word after the prefix stays lowercase)